期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 353, 期 16, 页码 2999-3006出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100472
关键词
acylation; 2-aminobenzophenones; C?H activation; Friedel-Crafts reaction; palladium
资金
- Hong Kong Research Grants Council [PolyU 5031/09P, SEG PolyU01]
An efficient palladium-catalyzed C?H acylation with aldehydes using tert-butyl hydroperoxide (TBHP) transforms various anilides into synthetically useful 2-aminobenzophenone derivatives under mild conditions (40?degrees C, 3 h). The acylation reaction exhibits excellent regioselectivity and functional group tolerance, and simple aromatic aldehydes, functionalized aliphatic aldehydes and heteroaromatic aldehydes are effective coupling partners. The acylation reaction is probably initiated by a rate-limiting electrophilic C?H cyclopalladation (kH/kD=3.6; ?+=-0.74) to form an arylpalladium complex, followed by acyl radical functionalization.
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